The relationship between the pseudogap and superconductivity remains a central puzzle in the physics of cuprates. Hydrostatic pressure provides a clean tuning parameter free from chemical disorder, yet probing the microscopic energy scales of these phases under compression has remained experimentally challenging. Here, we utilize ultrafast optical spectroscopy to construct the high-pressure phase diagram of the underdoped cuprate BiSrCaCuO up to 37 GPa. Our results reveal a striking dichotomy within the pseudogap state: while the onset temperature rises monotonically with pressure, the energy gap is continuously suppressed. In contrast, the critical temperature and the superconducting gap trace a correlated dome-like trajectory, demonstrating that superconductivity evolves independently from the pseudogap. Furthermore, an abrupt collapse of the gap ratio near 8 GPa marks a pressure-driven dimensional crossover, quenching two-dimensional phase fluctuations to stabilize global three-dimensional coherence. Upon reaching 37 GPa, the superconducting condensate is completely quenched into an insulating-like state. By resolving the extended phase evolution, our findings disentangle the pseudogap and superconducting orders, establishing a rigorous experimental basis for the pairing mechanism of high-temperature superconductivity.